When I enter the person's name in the To field, the auto-complete comes up, and lists the several email addresses that I have for this person. The first email address that it lists, is not the one that I want to email.

In the contact entry for this user, I have the email address I want to use as the top one. I believe this used to work in gmail, but doesn't anymore.

2 Answers
2

The email address in the first position of the contact's settings is used to decide which of your contact's pictures to display. He/she must have set it for public display in gmail's settings for this to work.

The email address that is shown on top for auto-complete is the most contacted address, as far as I know.

This seems to be the case for me. I went through some of my other contacts that have mutliple emails, and this is the case every time.
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mlsteevesOct 1 '10 at 7:35

This does not seem to be the case always. I have several examples of a contact with more than one email address, and not having the first address pop-up as the first option for that person when sending an email.
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DanielAug 15 '13 at 17:15

@daniel - The answer above was for default setup. It gets changed over time as GMail tracks your interaction to set the order. Asssuming that its a fresh account without any email interaction and you create a contact with two email addresses OR create a fresh contact with two email addresses and you will see the order difference while composing the email.
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Jwalant Natvarlal SonejiAug 22 '13 at 20:27